| Identification | More | [Name]
(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole | [CAS]
112022-81-8 | [Synonyms]
ALPHA,ALPHA-DIPHENYL-L-PROLINOL METHYLBORONIC ACID CYCL-AMIDE ESTER
(S)-1-METHYL-3,3-DIPHENYL-TETRAHYDRO-PYRROLO[1,2C][1,3,2]OXAZABOROLE
(S)-(-)-2-METHYL-CBS-OXAZABOROLIDINE
(S)-2-METHYL-CBS-OXAZABOROLIDINE
(S)-2-METHYL-CBS-OXAZABOROLIDINE MONOHYDRATE
(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-1H,3H-PYRROLO[1,2-C][1,3,2]OXAZABOROLE
(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-3H-PYRROLO-[1,2-C][1,3,2]OXAZABOROLE
(S)-5,5-DIPHENYL-2-METHYL-3,4-PROPANO-1,3,2-OXAZABOROLIDINE
(S)-ME CBS
(S)-METHYL OXAZABOROLIDINE
(S)-TETRAHYDRO-1-METHYL-3,3-DIPHENYL-1H,3H PYRROLO[1,2-C][1,3,2] OXAZABOROLE
(s)-methyl
(s)-methyloxazaborolidine,(s)-mecbs,in
(s)-methyloxazaborolidine,(s)-mecbs,intoluene
(S)-Methyloxazaborolidine,1-1.5Mintoluene[(S)-MeCBS]
(S)-Methyl oxazaborolidine, in toluene, 1M solution
(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-3H-P YRROLO-OXAZABOROLE
(S)-2-METHYL-CBS-OXAZABOROLIDINE, 1M SOL UTION IN TOLUENE
(S)-2-METHYL-CBS-OXAZABOROLIDINE, 1M IN& | [EINECS(EC#)]
601-150-5 | [Molecular Formula]
C18H20BNO | [MDL Number]
MFCD00078439 | [Molecular Weight]
277.17 | [MOL File]
112022-81-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
115-117°C | [Boiling point ]
111 °C
| [density ]
0.93 g/mL at 20 °C(lit.)
| [refractive index ]
-68 ° (C=1, MeOH) | [Fp ]
40 °F
| [storage temp. ]
Refrigerator | [form ]
Liquid | [pka]
1.02±0.40(Predicted) | [color ]
Colorless to amber | [Water Solubility ]
Hydrolyzes in water. | [Sensitive ]
Air & Moisture Sensitive | [BRN ]
8492123 | [Exposure limits]
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3) | [InChIKey]
VMKAFJQFKBASMU-KRWDZBQOSA-N | [CAS DataBase Reference]
112022-81-8(CAS DataBase Reference) | [Storage Precautions]
Heat sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn,F | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R63:Possible risk of harm to the unborn child.
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
R11:Highly Flammable.
R19:May form explosive peroxides. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S36/37:Wear suitable protective clothing and gloves .
S33:Take precautionary measures against static discharges .
S29:Do not empty into drains .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1294 3/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29349990 |
| Questions And Answer | Back Directory | [Reaction]
- Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.
- Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.
- Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.
- Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS.
|
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to yellow liquid | [Uses]
suzuki reaction | [Synthesis]
Under nitrogen protection, (R)-(+)-α,α-diphenylprolinol (2.53 kg, 10 mol) and methylboronic acid (779 g, 13 mol) as well as 7.1 L of n-heptane were added to a reactor fitted with a reflux manifold. The mixture was stirred slowly and the solution gradually clarified as the water continued to separate. The stirring speed was then adjusted to conventional. When the water was completely separated, stirring was stopped and the reaction mixture was cooled to 40 °C and left to stand overnight. The reaction mixture was filtered through diatomaceous earth, and the filtrate was further cooled to -10°C and stirred for 1.5 hours to promote precipitation. The precipitate was collected by filtration and the product was vacuum dried in a double cone vacuum dryer at 40 °C for 8 h to give 2.30 kg (S)-2-methyl-CBS-oxazaborolidine in 83% yield. The product was a white solid with a GC purity of 98.2% and a water content of 0.31%. | [References]
[1] Patent: CN106478703, 2017, A. Location in patent: Paragraph 0015; 0016 |
|
|